Pet Sitting Oak Orchard

Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

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Oak Orchard, Find top rated pet sitting

Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Nancy H.
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Nancy H.
from
$20
per visit
5.0 out of 5 stars
• 6 reviews
2 repeat clients
34 years of experience
Millsboro, DE, 19966

“Nancy played with Boots which could be seen with all the toys. She even made a suggestion that was perfect in terms of Boots grooming. Job well done. She also posted photos every day. Thank you!!!!”

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Nancy C.
Sitter Profile Image: Kayla F.
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Kayla F.
from
$25
per visit
3 years of experience
Lewes, DE, 19958

About: I’ve been caring for pets for about 3 years and genuinely love being around animals. I know how important it is to have someone you trust caring for your pet while you’re away. I’ll treat your fur baby like my own and make sure they’re comfortable, loved, fed, walked, played with, and given plenty of attention. I’m also happy to send pictures and updates so you can have peace of mind while you’re away! 🐾 I currently work part time, which gives me plenty of flexibility to fit pet care into my routine. I'm happy to work with your pets normal schedule as much as possible so they can stay comfortable and keep their usual routine while you're away. I'll always follow your instructions and your pets normal routine while caring for them in your home. I'm attentive to their behavior, comfort, and surroundings, and I'll make sure they receive plenty of love and attention while you're away. Im also happy to provide pictures and updates for extra peace of mind!

Sitter Profile Image: Max E.
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Max E.
from
$25
per visit
5.0 out of 5 stars
• 2 reviews
40 years of experience
Dewey Beach, DE, 19971

About: I have had many dogs and cared for many others. It is a true labor of love for me and something I really love doing. I’m retired so my schedule is super flexible. Whatever your schedule I can probably accommodate it. Give me a try and let’s see if we can work it out. I love them but I don’t board dogs (sorry). Couldn’t negotiate that successfully with my wife. I do love spending time with them on walks or in your home.

Sitter Profile Image: Chelsea-Rose L.
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Chelsea-Rose L.
from
$15
per visit
5.0 out of 5 stars
• 43 reviews
15 repeat clients
10 years of experience
Lewes, DE, 19958

“Chelsea was wonderful! She was so patient with our hardheaded shepherd mix and really won both our dogs over. Will absolutely request her assistance again and highly recommend her.”

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Kara M.
Sitter Profile Image: Michael D.
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Michael D.
from
$25
per visit
25 years of experience
Georgetown, DE, 19947

About: I’m a retired Harness Driver and trainer I have experience caring for household pets such as dogs and cats and livestock I have been a dog and cat owner all my life I take care of them like my own children. I’m bonded and insured to take care of the animals. I just retired so I have plenty of time to devote toward taking care of your pets during the week or on the weekends and holidays I have a siberian husky that lives in a large dog pen I walk her in the morning and then in the evening I also have 5 Persian cats. I take care of

Sitter Profile Image: Sherri D.
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Sherri D.
from
$35
per visit
5.0 out of 5 stars
• 7 reviews
1 repeat client
25 years of experience
Lewes, DE, 19958

About: I’m a huge dog lover and offering to dog sit purely out of my love of dogs. We started dog sitting 4 years ago, after we lost our golden retriever of 13 years. Our dog boarding stint didn’t last long since we ended up adopting the first puppy we boarded. We learned they were looking for a home for him and we already fell in love with him! Now that Finn is settled into his spoiled life, we are ready to take care of other dogs and it would be nice for our pup to have some doggie play dates. I would love the opportunity to care for your dogs as if they were my own and a part of my own family. Your dog will get lots of attention, cuddles, and love 💕 Your dog would have free roam of the house and the furniture; we treat them as part of the family. We have a big fenced in yard and my husband and I both work full time from home, so your pup would rarely, if ever, be left alone. Your dog would have free roam of the house. We also allow pets on the furniture, including the beds. We believe dogs are part of the family!

Sitter Profile Image: Rachel J.
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Rachel J.
from
$35
per visit
4 repeat clients
15 years of experience
Rehoboth Beach, DE, 19971

About: I've been caring for pets in various capacities for over 15 years. I have experience in pet sitting, daycare, boarding, simple grooming, veterinary care and dog training. I am a certified professional dog trainer utilizing positive-reinforcement training methods. I am also a Fear Free Certified Professional. I love what I do and how I do it! My goal is to make your pets comfortable and happy in whatever way I can. I like having fun with them and getting creative with different activities and games to meet their needs. I try to be flexible with my schedule so if you're unsure if it will work, send a request and let's see what we can make work! I realize caring for pets in a other's home is a large responsibility. I take that responsibility seriously and make sure your babies, as well as your space, are well taken care of, clean and sanitary.

Sitter Profile Image: Ryan M.
Verified Enhanced Background Check
Ryan M.
from
$40
per visit
20 years of experience
Millsboro, DE, 19966

About: Good afternoon,I am a current k-9 handler with a certified police K-9. I’m looking to provide a service and continue to help clients in my spare time. I can train your dog in obedience, tracking, and scent work. If you have any questions please ask. I work nights so my availability is extremely flexible. We will go over your wants and needs in detail before scheduling the first visit. Thanks I will care for the clients dogs and animals as if they were my own family with much respect. Dogs are extensions of people’s family’s.

Sitter Profile Image: Lillian F.
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Lillian F.
from
$15
per visit
5.0 out of 5 stars
• 2 reviews
12 years of experience
Lewes, DE, 19958

About: I’ve taken care of my baby- Foxey for all 12 of her years. I also regularly take care of a large dog, a cat and a puppy weekly. I have experience with both big and small dogs, although mostly ones on the smaller side and am no stranger to administering medication. I also once housed a leopard gecko, so I’m open to other animals as well! I work in the early mornings, no longer than 5 hours typically. I have classes some days of the week but I’m generally pretty flexible. I’ve been successful in balancing taking care of pets and my own schedule. I do need Monday nights off as I’m a nanny those nights, but other than that I’m pretty free. I love to pet and snuggle them if they are bed bugs, and I’m also cool to just chill and walk them if they are more of a reserved dog. My dog is very nervous and reserved to anyone else but me so I get it lol

Sitter Profile Image: Richard B.
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Richard B.
from
$20
per visit
10 years of experience
Willards, MD, 21874

About: I’ve taken care of basically any type of dog in my decade of taking care pets. Patience is key when meeting new pets to give them time to trust I live and work at a campground, taking care of pets is one of my duties and since I have a house on the property with a fenced in backyard, the dogs are easily able to run free in the yard with no worries of escape. I will make sure all your pets needs are met. No matter how untrusting they may be, with my patience and care your pet will feel loved for

Sitter Profile Image: Alyssa M.
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Alyssa M.
from
$15
per visit
4.5 out of 5 stars
• 2 reviews
2 repeat clients
12 years of experience
Seaford, DE, 19973

About: Hello ! I’m Alyssa, I am 23 & am deeply in love with all types and breeds of animal! I would be more than happy to care for your fur baby's with my tender love and care. I would love to just wake up everyday loving what I do and that's working with animals! Especially getting a little money on the side for something I love to do! I would gladly take care of your fur baby's for as long as you need under any circumstances! Feel free to shoot a quick message about any bookings, questions, or concerns you may have! Thank you for choosing me as your fur baby's care taker while your away! ! ! ! ! ! ! ! ! !

Sitter Profile Image: Morgan A.
Verified Background Check
Morgan A.
from
$40
per visit
5.0 out of 5 stars
• 3 reviews
1 repeat client
20 years of experience
Bridgeville, DE, 19933

About: I have had dogs since I was a baby. I have cared for dogs of every stage of life, and I’m super passionate about senior dogs and small animals. Both my dogs are friendly with ferrets and other small animals, always supervised of course. I have experience in dogs, cats, ferrets, and all rodents. No experience with reptiles but I have read a lot about the husbandry of geckos and bearded dragons. Always willing to learn to have your pet be most comfortable in our home. I currently work from home so I have plenty of extra time for animals. We (my husband and I) already dedicate a huge portion of our time to our dogs so we would love to add more to the mix lol. My daughter (6yo) also loves animals and is learning the ropes of helping take care of them (future vet in the making) ☺️ We have a very big yard, and while it’s not fenced in there is still plenty of space to run on a lead! I can also help with potty training, pad training and lead training as well as socializing with our two friendly, calm older dogs.

Sitter Profile Image: Kayla J.
Verified Background Check
Kayla J.
from
$30
per visit
5.0 out of 5 stars
• 7 reviews
2 repeat clients
10 years of experience
Milford, DE, 19963

“Kayla was great! Muffin was well taken care of, pictures were adorable, and peace of mind was priceless. I would definitely recommend Kayla to care for your pet and have her care for Muffin again. Thanks Kayla!!❤️”

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Dawn M.
Sitter Profile Image: Cody Y.
Verified Enhanced Background Check
Cody Y.
from
$14
per visit
15 years of experience
Magnolia, DE, 19962

About: I grew up with dogs and have always considered them part of the family. Until last year, I cared for my own dog, Tank, who passed away at 14. Caring for him through his senior years taught me the value of patience, close observation, and keeping a pet’s routine as comfortable and consistent as possible. Tank occasionally had seizures, which gave me firsthand experience remaining calm, reducing stimulation, helping keep a dog safe from injury, and closely monitoring them while following an owner’s or veterinarian’s instructions. I understand that every pet has their own needs, personality, routines, and comfort level. I’ve also dog sat for family members and truly enjoy making sure their pets receive dependable care, affection, exercise, and companionship while they are away. I’m detail-oriented and will follow your instructions closely. Feeding schedules, walking routines, medications, and house rules to favorite toys, training cues, and any special needs, your pet will feel safe, loved, and cared for in your absence. I work part-time as a caregiver for a person with a disability, a role that has strengthened my patience, reliability, and attention to individual routines and needs. Because my schedule is flexible, I can accommodate a wide range of pet-care routines, visit times, and scheduling needs. Whether I’m caring for your pet in my home or yours, I focus on keeping their routine safe, comfortable, and as familiar as possible. At my home, I have a yard available for regular bathroom breaks and a small park nearby for daily walks, exercise, and fresh air. I do not have any pets living with me full-time. From time to time, I care for my mother’s friendly French Bulldog, Vinny, who enjoys being around other dogs. I will always communicate in advance if another dog may be present and will make sure introductions are handled slowly, safely, and according to your pet’s comfort level. In a client’s home, I will follow your instructions closely regarding feeding, walks, playtime, medications, house rules, and any special routines or needs. My goal is to provide dependable, detail-oriented care that helps your pet feel secure and well cared for while you are away.

Sitter Profile Image: Jenny M.
Verified Enhanced Background Check
Jenny M.
from
$14
per visit
5.0 out of 5 stars
• 208 reviews
87 repeat clients
9 years of experience
Dover, DE, 19901

About: Hello, my name is Jenny! I have my bachelor's degree in Pre-Veterinary Science and worked as a Vet-Tech for over 4 years. I have experience with senior dogs and can give oral or subcutaneous medications such as diabetes injections or seizure medication. I am able to do nail trims, paw pad fur clipping, ear cleaning, brushing, or simple baths. Also, I have ample experience with stubborn dog breeds such as huskies! I’m currently working from home and can be with your pups as much as they need me to be! I usually will let them out 5-6 times a day to run in the yard. If they need anything else or prefer walks, I can offer them as well! I have a half acre fenced in backyard for your furry friend to run free (perfect for pets that do not have a fenced yard at home). I am set back far from any main roads and live on a farm surrounded by open land. I currently have three huskies that are all dog friendly but if your pup doesn’t really like to play or is older I have two half doors installed in my home to keep my pets separated from your pets if preferred. I also have two entrances to the fenced in yard so they do not have to interact. Dog crates readily available if necessary. My dogs are all up-to-date on vaccines and take monthly heartworm & flea/tick preventatives.

Sitter Profile Image: Courtney L.
Verified Enhanced Background Check
Courtney L.
from
$40
per visit
5.0 out of 5 stars
• 2 reviews
10 years of experience
Dover, DE, 19904

About: I genuinely love animals. I grew up with two dogs and a cat. I’ve watched over other family dogs and cats for weeks and even months at a time. I work at most 6 hour shifts per day and 4 days per week so I have plenty of free time for play, walking and cuddles. I currently live with one pup who I walk daily before work and we love going on hikes or to the lake on a nice day

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Pet parents share their Rover experiences - Oak Orchard

1 / 1
5.0 out of 5 stars

Last minute request to have Jacob stop by to walk Oatmeal so my wife and I could attend the Ocean City car show. Jacob walked Oatmeal during his visit and spent time with her.

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Mark C.
Drop-In Visits
5.0 out of 5 stars

Neena was great! Top notch communication and was able to build a relationship with my shy scaredy cat to give her her insulin shots! Will absolutely be booking again in the future.

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Derek R.
Drop-In Visits
5.0 out of 5 stars

Tiffany is amazing. She did such a great job on zero notice. She is a true dog whisperer. Finn will be well cared for when I can’t be present.

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Tom C.
Drop-In Visits
5.0 out of 5 stars

Lily P. has been a reliable, careful and caring, and seems to enjoy visiting my kittens. Will use her whenever the need. Thank you Lily P.

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Ronald C.
Drop-In Visits
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How to book pet sitting

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FAQs for Pet Sitting - Oak Orchard

Frequently asked questions about Rover

Rover is the largest marketplace for local pet care. Whether you're looking for pet sitters, dog walkers, or house sitters who specialize in pet sitting, you can narrow your search by entering your ZIP code to find sitters within walking distance in your neighborhood.

You and your sitter can agree on a care schedule that fits your pet’s routine and the sitter’s availability. Pet Sitting can be booked as a one-time or recurring drop-in visit. If you need overnight care or dog walks, you may also be able to book House Sitting or Dog Walking through Rover with the same sitter, provided they offer those services.

Before booking, confirm:

  • the timing, length, and frequency of visits;
  • the care instructions the sitter should follow;
  • which parts of your pet’s usual routine should be prioritized;
  • how often you would like to receive messages, photos, or other updates.

Not every sitter offers the same services, availability, or booking options. Review their profile and discuss the care you need through Rover before booking each service.

If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.

The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.

Many pet parents provide a spare key or arrange a lockbox. You can also exchange keys during the Meet & Greet and show your walker how to use digital fobs or personalized codes. It helps to arrange access to your home, from spare keys to concierge introductions, before pet care begins.

If you live in an apartment or condo, don’t forget to discuss details like buzzer access, codes, or elevator etiquette. These details can help a pet sitter feel more comfortable going in and out of your building.

Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.

Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to 25,000 in eligible veterinary care. For more details, visit .

The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.

All bookings are backed by the , which provides up to 25,000 in eligible veterinary care reimbursement.

Yes, you can find sitters who have experience administering medication or managing dietary requirements. You can also find pet sitters who accept only one pet at a time, which is ideal for anxious puppies or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.

Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and request a Meet & Greet to walk your sitter through your expectations.

A Meet & Greet is a casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.

Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet or the new environment.

During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first .

sitters on Rover set their own , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.

Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement sitter.

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